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Itinerary help Ireland 8 nights

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I am planning a self drive tour for our family (me, husband, son (10), brother and grandma through Ireland. We had done a similar trip in Iceland and loved it!

We are going in and out of Dublin first part of September we only have 8 nights.

I am over whelmed with what to see and do.

1. We are going to pick up a car at the Dublin Airport and we will end our trip with 2 nights in Dublin. Should we return the car before our departure to avoid paying for parking and I am unsure if it is difficult driving in Dublin, making the early return wiser?

this is what I am thinking so far and need any help you can suggest:

--Land and drive to Galway and see Clonmacnoise monestary on the way.
--2 nights Galway - go to see Connmara, what else is doable from here?
--1 night somewhere CountyClare - to see the Cliffs on the way down and the Burren
--2-3 nights - need a suggestion in the Southwest??? we like pubs and some nightlife and what to get a feel for real Irish culture.
--2 nights Dublin and fly home

I had read that my son would be able to listen to the early set in some pubs (before 9pm) what towns would be a good place for him to hear some traditional music that would welcome a well behaved young man.

Also any recommendations for places for 5 to stay would be great too!
Thanks!!

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